Rethinking retention and renewal mindset

Jay reframes renewal calculus: members ask if they'll get value again, not just past ROI; Becky suggests tracking progress.

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I brought back Becky Pierson Davidson to compare notes on where community is headed — and we found a few areas of disagreement. Becky works with 6, 7, and 8-figure businesses helping them build memberships and courses through design thinking and customer research, and she's seeing a major shift right now: course businesses are slowing down, and the smart ones are pivoting to membership models. The difference? Shared learning experiences are replacing self-paced education. Community is what people stay for.

We dig into the real mechanics: how to set expectations that don't feel like a bait-and-switch, why meaningful engagement isn't what most people think it is, the mastermind paradox (increases retention, decreases forum activity), and why in-person events might be the most important retention lever you're not using. Becky's hot take for 2026: content drops are dying. People don't need more stuff — they need connection and programming that moves them forward.